Acetic Acid → 2,2,3,3-Tetrafluoro-1,4-benzodioxane-6-carboxylic acid

HRID 1610617Notes

Reaction equation

HRID 1610617 reaction equation
[F:1][C:2]1([F:16])[O:7][C:6]2[CH:8]=C[C:10](C#N)=[CH:11][C:5]=2[O:4][C:3]1([F:15])[F:14].Cl.[C:18]([OH:21])(=[O:20])[CH3:19]>>[F:15][C:3]1([F:14])[O:4][C:5]2[CH:11]=[CH:10][C:19]([C:18]([OH:21])=[O:20])=[CH:8][C:6]=2[O:7][C:2]1([F:1])[F:16]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 27766192,2,3,3-Tetrafluoro-6-nitrilobenzodioxene

Product 1

HCID 222614602,2,3,3-Tetrafluoro-1,4-benzodioxane-6-carboxylic acid

Procedure

To a solution of 2,2,3,3-tetrafluoro-2,3-dihydro-1,4-benzodioxine-6-carbonitrile (5.0 g, 21.44 mmol) in acetic acid (20 ml) was added conc. hydrochloric acid (20 ml), and the mixture was heated under reflux overnight. The reaction solution was concentrated, and the precipitated crystals were filtered and washed with water to give the objective substance (4.76 g, 88%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. concentrationThe reaction solution was concentrated
  4. filtrationthe precipitated crystals were filtered
  5. washwashed with water
  6. customto give the objective substance (4.76 g, 88%)

Sources & evidence

ORD record
ord-7554ad90166e47ef946e168e466b3561
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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